Title: Book the Best BEACH RESORTS in Windsor, ME from CA $417 - Windsor Hotels on the Beach| Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d175568.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d175568.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d175568.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d175568.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d175568.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/beach.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/beach.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Windsor Beach Hotel Tonight [Feb 11 - Feb 12](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-02-11&endDate=2026-02-12&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Tomorrow [Feb 12 - Feb 13](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-02-12&endDate=2026-02-13&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) This weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) ## Our top choices for Windsor beach hotels ![Smart TV, video games, DVD player, books](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/5d995857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/881a8c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, books](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/0a5bf186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/d4256d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore [](https://www.expedia.ca/Oakland-Hotels-Lakefront-3-Bedroom-Pet-Friendly-On-Messalonski.h107340207.Hotel-Information) Oakland 10/10 Exceptional (18 reviews) "Great spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina M. CA $229 CA $417 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Oakland-Hotels-Lakefront-3-Bedroom-Pet-Friendly-On-Messalonski.h107340207.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89655600/89655519/87772848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89660000/89655600/89655519/w651h433x0y5-e9133719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/90000000/89660000/89655600/89655519/60fb6e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89660000/89655600/89655519/6448c4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilltop 3BR Getaway w/ Chef BBQ, Fire Pit, Patios & Room to Relax [](https://www.expedia.ca/Waldoboro-Hotels-Hilltop-3BR-Getaway-W-Chef-BBQ.h89655519.Hotel-Information) Waldoboro 9.6/10 Exceptional (9 reviews) "Good visit overall." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gerald S. CA $361 CA $872 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Waldoboro-Hotels-Hilltop-3BR-Getaway-W-Chef-BBQ.h89655519.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92170000/92168600/92168586/87033ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library, stereo](https://images.trvl-media.com/lodging/93000000/92170000/92168600/92168586/e9f48f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92170000/92168600/92168586/w648h433x0y2-8691432c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92170000/92168600/92168586/12238abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilltop 5BR Retreat with Decks & BBQ [](https://www.expedia.ca/Waldoboro-Hotels-Hilltop-5BR-Retreat-With-Decks-BBQ.h92168586.Hotel-Information) Waldoboro 9.8/10 Exceptional (9 reviews) "Amazing stay! These owners have thought of everything! Laundry needs, beach towels, chairs, umbrella, bathroom extras — everything! Super clean. Would absolutely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela V. CA $522 CA $1,139 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Waldoboro-Hotels-Hilltop-5BR-Retreat-With-Decks-BBQ.h92168586.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26®ionId=175568&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at beach hotels in Windsor Pool Ocean view Breakfast included 4 stars 5 stars ## Top Windsor Hotel Reviews ![Senator Inn & Spa](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/19df0ad9_y.jpg) ### Senator Inn & Spa 10/10 Excellent "I was very satisfied with the hotel and room as it was exactly as represented. There was a difficulty regarding payment at check in which was entirely on me and the girl at the desk was extremely pleasant and helpful as well as patient while I was contacting my bank for release of funds due to fraud activity on my account. She was exceptional and helpful to continue my check in using another credit card and so happy to help. The only negative event was the fire in the kitchen causing me to have to leave my room for over an hour which was inconvenient and cold but no reflection of the hotel just good safety measures in place." [](https://expedia.ca/Augusta-Hotels-Senator-Inn-Spa.h9853.Hotel-Information) ## Frequently asked questions ### What is Windsor like for travelers who love the beach? ### When's the best time for a beach vacation in Windsor? ### What is there to see and do around Windsor? ### What's the best way to get to my beach hotel in Windsor? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [B&B in Augusta ](https://www.expedia.ca/Augusta-Bed-And-Breakfast.d452-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Accor Hotels in Augusta ](https://www.expedia.ca/Augusta-Hotels-Accor-Hotels.0-0-d452--bAccorHotels.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Augusta ](https://www.expedia.ca/Augusta-Hotels-Beach-Hotel.0-0-d452-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Augusta ](https://www.expedia.ca/Augusta-Hotels-Boutique-Hotel.0-0-d452-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Augusta ](https://www.expedia.ca/Augusta-Hotels-Business-Hotel.0-0-d452-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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